[(1R,2R,4S,7S,8S,10S,12R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-10-yl] acetate

Details

• Internal ID: 54d59121-e3e0-4f01-a48c-dc2b12da8e66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1R,2R,4S,7S,8S,10S,12R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15,20-trioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-10-yl] acetate
• InChI: InChI=1S/C28H32O9/c1-14(29)34-16-12-26(5)21(15-8-10-33-13-15)35-23(32)22-28(26,37-22)27(6)18(30)11-17-24(2,3)36-19(31)7-9-25(17,4)20(16)27/h7-10,13,16-17,20-22H,11-12H2,1-6H3/t16-,17?,20?,21-,22+,25-,26-,27+,28+/m0/s1
• InChI Key: CYTZKEPGJPIHGB-DFDCBQTQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₉
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.20463259 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.6424	64.24%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6357	63.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3167	31.67%
OATP1B3 inhibitior	-	0.4937	49.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9457	94.57%
P-glycoprotein inhibitior	+	0.8590	85.90%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	+	0.8862	88.62%
CYP2C9 inhibition	-	0.8079	80.79%
CYP2C19 inhibition	-	0.7046	70.46%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.8785	87.85%
CYP2C8 inhibition	+	0.6304	63.04%
CYP inhibitory promiscuity	-	0.7371	73.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4088	40.88%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8495	84.95%
Skin irritation	-	0.7252	72.52%
Skin corrosion	-	0.8841	88.41%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7269	72.69%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5392	53.92%
skin sensitisation	-	0.7327	73.27%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.4647	46.47%
Estrogen receptor binding	+	0.8402	84.02%
Androgen receptor binding	+	0.7871	78.71%
Thyroid receptor binding	+	0.6953	69.53%
Glucocorticoid receptor binding	+	0.8425	84.25%
Aromatase binding	+	0.7330	73.30%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.7929	79.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5850	58.50%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.35%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.57%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	91.16%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.82%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.39%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.26%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.87%	96.39%

Plants that contains it

• Trichilia elegans

Cross-Links

• PubChem: 163029377
• LOTUS: LTS0265855
• wikiData: Q104972561